CAS 1177-14-6|DL-Syringaresinol

Introduction：Basic information about CAS 1177-14-6|DL-Syringaresinol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. DL-Syringaresinol BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	DL-Syringaresinol
CAS Number	1177-14-6	Molecular Weight	418.437
Density	1.3±0.1 g/cm3	Boiling Point	594.7±50.0 °C at 760 mmHg
Molecular Formula	C₂₂H₂₆O₈	Melting Point	/
MSDS	/	Flash Point	313.5±30.1 °C

Names

Name	4,4'-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbi s(2,6-dimethoxyphenol)
Synonym	More Synonyms

DL-Syringaresinol BiologicalActivity

Description	DL-Syringaresinol ((±)-Syringaresinol), a lignin, inhibits UVA-induced upregulation of MMP-1 by suppressing MAPK/AP-1 signaling in human HaCaT keratinocytes and dermal fibroblasts (HDFs). DL-Syringaresinol has antiphotoaging properties against UVA-induced skin aging. DL-Syringaresinol exhibits weak antimycobacterial activity against Mycobacterium tuberculosis H37Rv[1][2].
Related Catalog	Research Areas >>InfectionSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKSignaling Pathways >>Anti-infection >>Bacterial
References	[1]. Su-Yen Chang, et al. Antimycobacterial butanolides from the root of Lindera akoensis. Chem Biodivers. 2008 Dec;5(12):2690-8. [2]. Jung Hwan Oh, et al. Syringaresinol Inhibits UVA-Induced MMP-1 Expression by Suppression of MAPK/AP-1 Signaling in HaCaT Keratinocytes and Human Dermal Fibroblasts. Int J Mol Sci. 2020 Jun 1;21(11):3981.

Description

DL-Syringaresinol ((±)-Syringaresinol), a lignin, inhibits UVA-induced upregulation of MMP-1 by suppressing MAPK/AP-1 signaling in human HaCaT keratinocytes and dermal fibroblasts (HDFs). DL-Syringaresinol has antiphotoaging properties against UVA-induced skin aging. DL-Syringaresinol exhibits weak antimycobacterial activity against Mycobacterium tuberculosis H37Rv[1][2].

Related Catalog

Research Areas >>InfectionSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKSignaling Pathways >>Anti-infection >>Bacterial

References

[1]. Su-Yen Chang, et al. Antimycobacterial butanolides from the root of Lindera akoensis. Chem Biodivers. 2008 Dec;5(12):2690-8.

[2]. Jung Hwan Oh, et al. Syringaresinol Inhibits UVA-Induced MMP-1 Expression by Suppression of MAPK/AP-1 Signaling in HaCaT Keratinocytes and Human Dermal Fibroblasts. Int J Mol Sci. 2020 Jun 1;21(11):3981.

Chemical & Physical Properties

Density	1.3±0.1 g/cm3
Boiling Point	594.7±50.0 °C at 760 mmHg
Molecular Formula	C₂₂H₂₆O₈
Molecular Weight	418.437
Flash Point	313.5±30.1 °C
Exact Mass	418.162781
PSA	95.84000
LogP	0.71
Vapour Pressure	0.0±1.7 mmHg at 25°C
Index of Refraction	1.578
InChIKey	KOWMJRJXZMEZLD-UHFFFAOYSA-N
SMILES	COc1cc(C2OCC3C(c4cc(OC)c(O)c(OC)c4)OCC23)cc(OC)c1O

Safety Information

Hazard Codes	Xi

Synonyms

syringaresinol

Phenol, 4,4'-[(1R,3aS,4R,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2,6-dimethoxy-

4,4'-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2,6-dimethoxyphenol)

Phenol, 4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2,6-dimethoxy-

4,4'-(1R,3aS,4R,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2,6-dimethoxyphenol)

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